Heterocyclic analogs of pleiadiene. 59. Reaction of 1-acetonyl- and 1-phenacylperimidinium salts with hydrazine and ammonium acetate

1-Acetonyl-3-methyl- and 1-methyl-3-phenacylperimidinium salts react with hydrazine hydrate to give tetrahydro-derivatives of the hitherto unknown heterocyclic system 1,2,4-triazino[4,3-a]perimidine. On boiling in acetic acid with ammonium acetate, 3-phenacyl- and 3-(2,4-dimethyl)phenacyl-1-methylperidinium salts are converted into 1-methylamino-8-(4-phenylimidazol-1-y1)naphthalenes, with small amounts of 11-methylimidazo[1,2-a]perimidines also being formed.For No. 58, see [1].Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1389–1395, October, 1986.The author thank V. A. Anisimova for discussions, and N. A. Klyuev and A. I. Chernyshev for obtaining the PMR and mass spectra.